WO2018116555A1 - 接着剤、これを用いた積層体、電池外装材、並びに電池ケース及びその製造方法 - Google Patents
接着剤、これを用いた積層体、電池外装材、並びに電池ケース及びその製造方法 Download PDFInfo
- Publication number
- WO2018116555A1 WO2018116555A1 PCT/JP2017/033756 JP2017033756W WO2018116555A1 WO 2018116555 A1 WO2018116555 A1 WO 2018116555A1 JP 2017033756 W JP2017033756 W JP 2017033756W WO 2018116555 A1 WO2018116555 A1 WO 2018116555A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- adhesive
- polyisocyanate
- multimer
- polyolefin resin
- resin film
- Prior art date
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- 239000000853 adhesive Substances 0.000 title claims abstract description 96
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 87
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 239000000463 material Substances 0.000 title description 34
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 85
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 85
- 229910052751 metal Inorganic materials 0.000 claims abstract description 72
- 239000002184 metal Substances 0.000 claims abstract description 72
- 229920005989 resin Polymers 0.000 claims abstract description 72
- 239000011347 resin Substances 0.000 claims abstract description 67
- 229920005672 polyolefin resin Polymers 0.000 claims abstract description 62
- 239000011888 foil Substances 0.000 claims abstract description 48
- 150000001875 compounds Chemical class 0.000 claims abstract description 35
- 125000002723 alicyclic group Chemical group 0.000 claims abstract description 19
- 125000003118 aryl group Chemical group 0.000 claims abstract description 19
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 18
- 238000010030 laminating Methods 0.000 claims abstract description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 35
- -1 polymethylene Polymers 0.000 claims description 31
- 150000007942 carboxylates Chemical class 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 18
- 229910052782 aluminium Inorganic materials 0.000 claims description 14
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 14
- 239000000178 monomer Substances 0.000 claims description 11
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 6
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 6
- 239000005022 packaging material Substances 0.000 claims description 6
- 150000008065 acid anhydrides Chemical class 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 3
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 239000000155 melt Substances 0.000 claims description 3
- 229920006389 polyphenyl polymer Polymers 0.000 claims description 3
- 239000003792 electrolyte Substances 0.000 abstract description 4
- 239000010410 layer Substances 0.000 description 40
- 239000008151 electrolyte solution Substances 0.000 description 29
- 239000012790 adhesive layer Substances 0.000 description 21
- 125000001261 isocyanato group Chemical group *N=C=O 0.000 description 15
- 239000002904 solvent Substances 0.000 description 14
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 13
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 10
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- 239000002253 acid Substances 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- 230000002349 favourable effect Effects 0.000 description 8
- 239000012948 isocyanate Substances 0.000 description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 229910001416 lithium ion Inorganic materials 0.000 description 6
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical class [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
- 239000004840 adhesive resin Substances 0.000 description 5
- 230000004888 barrier function Effects 0.000 description 5
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 5
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- 239000000654 additive Substances 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
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- 238000003475 lamination Methods 0.000 description 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 4
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- 239000000243 solution Substances 0.000 description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical class [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
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- 230000000694 effects Effects 0.000 description 3
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- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 229910052748 manganese Chemical class 0.000 description 3
- 239000011572 manganese Chemical class 0.000 description 3
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- 238000007789 sealing Methods 0.000 description 3
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- MIMZZKDIKWTJKB-UHFFFAOYSA-N 2-ethylhexanoic acid manganese Chemical compound [Mn].CCCCC(CC)C(O)=O.CCCCC(CC)C(O)=O MIMZZKDIKWTJKB-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
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- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229910000640 Fe alloy Inorganic materials 0.000 description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- CYUOWZRAOZFACA-UHFFFAOYSA-N aluminum iron Chemical compound [Al].[Fe] CYUOWZRAOZFACA-UHFFFAOYSA-N 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229920006026 co-polymeric resin Polymers 0.000 description 2
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 2
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- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
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- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
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- YLLIGHVCTUPGEH-UHFFFAOYSA-M potassium;ethanol;hydroxide Chemical compound [OH-].[K+].CCO YLLIGHVCTUPGEH-UHFFFAOYSA-M 0.000 description 1
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- 238000005979 thermal decomposition reaction Methods 0.000 description 1
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- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
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- IFNXAMCERSVZCV-UHFFFAOYSA-L zinc;2-ethylhexanoate Chemical compound [Zn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O IFNXAMCERSVZCV-UHFFFAOYSA-L 0.000 description 1
- DVSILEVINNCNTQ-UHFFFAOYSA-L zinc;3-oxobutanoate Chemical compound [Zn+2].CC(=O)CC([O-])=O.CC(=O)CC([O-])=O DVSILEVINNCNTQ-UHFFFAOYSA-L 0.000 description 1
Classifications
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- B32B15/20—Layered products comprising a layer of metal comprising aluminium or copper
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- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
- B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
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- C—CHEMISTRY; METALLURGY
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- C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
- C08F255/02—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
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- C08G18/222—Catalysts containing metal compounds metal compounds not provided for in groups C08G18/225 - C08G18/26
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- C08G18/22—Catalysts containing metal compounds
- C08G18/24—Catalysts containing metal compounds of tin
- C08G18/244—Catalysts containing metal compounds of tin tin salts of carboxylic acids
- C08G18/246—Catalysts containing metal compounds of tin tin salts of carboxylic acids containing also tin-carbon bonds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6204—Polymers of olefins
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/721—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
- C08G18/722—Combination of two or more aliphatic and/or cycloaliphatic polyisocyanates
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
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- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J123/00—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/06—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M50/00—Constructional details or processes of manufacture of the non-active parts of electrochemical cells other than fuel cells, e.g. hybrid cells
- H01M50/10—Primary casings; Jackets or wrappings
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M50/00—Constructional details or processes of manufacture of the non-active parts of electrochemical cells other than fuel cells, e.g. hybrid cells
- H01M50/10—Primary casings; Jackets or wrappings
- H01M50/102—Primary casings; Jackets or wrappings characterised by their shape or physical structure
- H01M50/105—Pouches or flexible bags
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M50/00—Constructional details or processes of manufacture of the non-active parts of electrochemical cells other than fuel cells, e.g. hybrid cells
- H01M50/10—Primary casings; Jackets or wrappings
- H01M50/116—Primary casings; Jackets or wrappings characterised by the material
- H01M50/121—Organic material
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M50/00—Constructional details or processes of manufacture of the non-active parts of electrochemical cells other than fuel cells, e.g. hybrid cells
- H01M50/10—Primary casings; Jackets or wrappings
- H01M50/116—Primary casings; Jackets or wrappings characterised by the material
- H01M50/124—Primary casings; Jackets or wrappings characterised by the material having a layered structure
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2439/00—Containers; Receptacles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2457/00—Electrical equipment
- B32B2457/10—Batteries
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
Definitions
- the present invention can be suitably used for an exterior material of a secondary battery such as a lithium ion battery, an adhesive for laminating a metal foil and a resin film, a laminate using the adhesive, a battery exterior material, and a battery
- a secondary battery such as a lithium ion battery
- an adhesive for laminating a metal foil and a resin film a laminate using the adhesive
- a battery exterior material a battery
- the present invention relates to a case and a manufacturing method thereof.
- Lithium ion batteries are high energy density, compact and lightweight secondary batteries, and are therefore widely used in mobile electronic devices such as notebook computers, smartphones and tablet terminals, and power sources for electric vehicles.
- the lithium ion battery uses an exterior material having a high sealing property against the electrolyte, separator, and the like of the battery material.
- an outer layer made of a heat-resistant resin film, an intermediate layer having a water vapor barrier property such as an aluminum foil, and an inner layer made of a polyolefin resin film having an electrolyte solution resistance are sequentially laminated. Is used.
- a laminate in order to obtain an exterior material with high sealing performance, it is required to bond and integrate the layers using an adhesive having high adhesive strength.
- Patent Documents 1 and 2 contain a polyolefin resin having a carboxyl group obtained by graft-modifying polypropylene or the like with an unsaturated carboxylic acid or an acid anhydride thereof, and an isocyanate compound.
- a battery case packaging material bonded through an adhesive layer is described.
- JP 2010-92703 A International Publication No. 2013/114934
- the modified polyolefin resin used in the adhesive layer described in Patent Documents 1 and 2 is an adhesive that is caused by humidity, the thickness of each layer of the laminate, or the like during application or curing of the adhesive. It is susceptible to fluctuations in moisture content.
- the adhesives described in Patent Documents 1 and 2 specifically, as an isocyanate compound, only one using hexamethylene diisocyanate or one of its polymer bodies is disclosed. With such an adhesive, it is difficult to obtain stable adhesiveness, and it cannot be said that the electrolytic solution resistance and heat resistance of the laminate are necessarily sufficient.
- the adhesive used for the battery exterior material is required to be able to exhibit good adhesiveness and to obtain a laminate having more excellent electrolytic solution resistance and heat resistance. It has been.
- the present invention has been made in order to solve the above-mentioned problems, and can stably exhibit good adhesiveness as an adhesive for laminating a metal foil and a resin film. And it aims at providing the adhesive agent which can obtain the laminated body which was more excellent in heat resistance.
- Another object of the present invention is to provide a laminate, a battery exterior material, a battery case, and a method for manufacturing the same, which are excellent in electrolytic solution resistance and heat resistance.
- the present invention pays attention to the type of the isocyanate compound, and by using a plurality of specific types of the isocyanate compound, good adhesion can be obtained when the metal foil and the resin film are laminated. This is based on the finding that the electrolytic solution resistance and heat resistance of the laminate can be improved.
- an adhesive for laminating a metal foil and a resin film comprising a polyolefin resin (A) having a carboxyl group and a polyisocyanate compound (B), wherein the polyisocyanate compound (B) is saturated aliphatic
- An adhesive comprising a polyisocyanate multimer (B1), a saturated alicyclic polyisocyanate multimer (B2), and an aromatic polyisocyanate multimer (B3).
- the above-mentioned saturated aliphatic polyisocyanate multimer (B1) contains at least one selected from an allophanatized multimer of saturated aliphatic polyisocyanate and an isocyanurate of saturated aliphatic polyisocyanate.
- the saturated alicyclic polyisocyanate multimer (B2) is one or more selected from allophanated multimers of saturated alicyclic polyisocyanates and isocyanurates of saturated alicyclic polyisocyanates.
- the aromatic polyisocyanate multimer (B3) is at least one selected from allophanated multimers of aromatic polyisocyanates, isocyanurates of aromatic polyisocyanates, and polymethylene polyphenyl polyisocyanates.
- the molar ratio of each isocyanate group of the saturated aliphatic polyisocyanate multimer (B1), the saturated alicyclic polyisocyanate multimer (B2), and the aromatic polyisocyanate multimer (B3) is The adhesive according to any one of [1] to [4] above, which is 3 to 20: 1 to 6: 1.
- [11] A laminate in which a metal foil and a resin film are laminated using the adhesive according to any one of [1] to [10].
- [12] The laminate according to [11], wherein the metal foil is an aluminum foil, and the resin film is a heat-fusible resin film.
- [13] The laminate according to [11] or [12] above, wherein the metal foil has a thickness of 10 to 100 ⁇ m, and the resin film has a thickness of 9 to 100 ⁇ m.
- [14] A battery exterior material using the laminate according to any one of [11] to [13].
- [15] A battery case in which the battery exterior material according to [14] is used.
- [16] A method for manufacturing a battery case, comprising a step of forming the battery case material according to [14] by deep drawing or overhanging.
- the adhesive of the present invention it is possible to stably exhibit good adhesiveness in a laminate of a metal foil and a resin film, and to obtain a laminate excellent in electrolytic solution resistance and heat resistance. .
- the laminated body formed using this adhesive agent has favorable adhesiveness of each layer, is excellent in electrolyte solution resistance and heat resistance, and is suitable for a battery exterior material. Therefore, the battery case using such a battery outer packaging material can also contribute to the manufacture of a safe secondary battery having a long life.
- x to y means “x or more and y or less”.
- (meth) acrylate refers to any one or more of acrylate and methacrylate.
- the “monomer unit” refers to a raw material monomer for obtaining a resin by polymerization.
- the adhesive of the present invention is an adhesive for laminating a metal foil and a resin film. And it contains the polyolefin resin (A) which has a carboxyl group, and the polyisocyanate compound (B), and the polyisocyanate compound (B) is a multimer of saturated aliphatic polyisocyanate (B1), a large amount of saturated alicyclic polyisocyanate. It includes a body (B2) and a multimer (B3) of aromatic polyisocyanate.
- a polyisocyanate compound that is a curing agent is used in combination with a plurality of predetermined ones as described above with respect to a polyolefin resin having a carboxyl group that is the main agent of an adhesive. Adhesiveness can be improved, and a laminate excellent in electrolytic solution resistance and heat resistance can be obtained.
- polyolefin resin (A) The polyolefin resin (A) that is a constituent component of the adhesive of the present invention is not particularly limited as long as it is a polyolefin resin having a carboxyl group.
- the monomer unit of the polyolefin skeleton in the polyolefin resin (A) includes monoolefins such as ethylene, propylene, butene, pentene, hexene, heptene, octene and 4-methyl-1-pentene; alicyclic groups such as cyclopentene and cyclohexene
- olefins include linear or cyclic polyenes such as 1,4-hexadiene, 1,5-hexadiene, divinylbenzene, 1,3-cyclopentadiene, 1,3-cyclohexadiene, and 5-vinyl-2-norbornene. . These may be used alone or in combination of two or more.
- ethylene, propylene, and butene are preferable from the viewpoint of adhesiveness to a resin film as an adherend, particularly a polyolefin resin film.
- bonded with polyolefin may be derived from carboxylic acid or may be derived from carboxylic anhydride.
- the polyolefin resin (A) having a carboxyl group include modified polyolefin resins.
- modified polyolefin resin include a graft polymer obtained by graft polymerization of a monomer having a carboxyl group onto a polyolefin, a copolymer of a monomer having a carboxyl group and an olefin, and the graft polymer. And those having a site of the copolymer.
- Examples of the monomer having a carboxyl group used in the modified polyolefin resin as described above include ethylenically unsaturated carboxylic acids such as (meth) acrylic acid; ethylene such as maleic anhydride, citraconic anhydride, and itaconic anhydride.
- an ethylenically unsaturated carboxylic acid or an acid anhydride thereof is preferable.
- an ethylenically unsaturated carboxylic acid anhydride is more preferable, and maleic anhydride is more preferably used.
- the polyolefin resin (A) is a polyolefin resin having a carboxyl group, but the monomer unit constituting it may contain an ethylenically unsaturated carboxylic acid ester having no carboxyl group.
- the ethylenically unsaturated carboxylic acid ester having no carboxyl group include an esterified product of (meth) acrylic acid and an alcohol having no carboxyl group having 1 to 20 carbon atoms, such as methyl (meth) acrylate, Ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, hexyl (meth) acrylate, octyl (meth) acrylate, decyl (meth) acrylate, dodecyl (meth) acrylate, Examples include lauryl (meth) acrylate and stearyl (meth) acrylate. These may be used alone or in combination of two or more.
- the polyolefin resin (A) has a melt mass-flow rate (MFR) measured from JIS K 7210-1: 2014 under the conditions of a temperature of 130 ° C. and a load of 2.16 kg of 2 to 50 g / It is preferably 10 minutes.
- the MFR is more preferably 3 to 45 g / 10 minutes, and further preferably 8 to 40 g / 10 minutes.
- An MFR of 2 g / 10 min or more is preferred because the adhesiveness of the adhesive layer formed by the adhesive is unlikely to deteriorate even when in contact with the electrolyte.
- MFR is 50 g / 10min or less, the applicability
- the acid value of the polyolefin resin (A) is an index of the carboxyl group content, and is preferably 3 to 60 mgKOH / g, more preferably 4 to 30 mgKOH / g from the viewpoint of adhesiveness of the adhesive. g, more preferably 5 to 15 mg KOH / g.
- An acid value of 3 mgKOH / g or more is preferable because the adhesiveness of the adhesive layer formed from the adhesive is unlikely to deteriorate even when it is in contact with the electrolytic solution. Moreover, if it is 60 mgKOH / g or less, the applicability
- the “acid value” in this specification refers to a value measured according to JIS K 0070: 1992.
- the polyisocyanate compound (B) which is a constituent component of the adhesive of the present invention, acts as a curing agent for the polyolefin resin (A), and is a saturated aliphatic polyisocyanate multimer (B1), saturated alicyclic polyisocyanate. It includes three types of isocyanate multimer (B2) and aromatic polyisocyanate multimer (B3). By using such three types of multimers as the polyisocyanate compound, a laminate having excellent electrolytic solution resistance and heat resistance can be obtained when the metal foil and the resin film are laminated.
- the polyisocyanate compound (B) may contain, in addition to the multimer of (B1) to (B3), other isocyanate compounds such as monomers that are constituent units of the multimer of (B1) to (B3). Good.
- the total content of the (B1) to (B3) multimers in the polyisocyanate compound (B) is excellent in electrolytic solution resistance when the metal foil and the resin film are laminated by these multimers. From the viewpoint of obtaining a laminated body, it is preferably 80% by mass or more, more preferably 90% by mass or more, still more preferably 95% by mass or more, and still more preferably 98% by mass or more.
- saturated aliphatic polyisocyanate multimer (B1) examples include aliphatic diisocyanate multimers such as hexamethylene diisocyanate, 2,4,4-trimethylhexamethylene diisocyanate, and 2,2,4-trimethylhexamethylene diisocyanate. Can be mentioned. These may be used alone or in combination of two or more.
- Examples of the form of the multimer include allophanated multimers, isocyanurates, and biuret-modified products. Of these, allophanated multimers and isocyanurates are preferred, and isocyanurates are more preferred.
- polymer (B2) of saturated alicyclic polyisocyanate for example, 1,4-cyclohexane diisocyanate, isophorone diisocyanate, methylene bis (4-cyclohexyl isocyanate), 1,3-bis (isocyanatomethyl) cyclohexane, 1,4 -Multimers of saturated alicyclic diisocyanates such as bis (isocyanatomethyl) cyclohexane and norbornane diisocyanate. These may be used alone or in combination of two or more. Examples of the form of the multimer include allophanated multimers, isocyanurates, and biuret-modified products. Of these, allophanated multimers and isocyanurates are preferred, and isocyanurates are more preferred.
- aromatic polyisocyanate multimer (B3) examples include 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, diphenylmethane-4,4′-diisocyanate (monomeric MDI), 1,3-xylylene.
- aromatic diisocyanates such as range isocyanate and 1,4-xylylene diisocyanate, and polymethylene polyphenyl polyisocyanate (polymeric MDI). These may be used alone or in combination of two or more.
- aromatic polyisocyanate refers to polyisocyanate having an aromatic ring in any of the structural formulas.
- multimer forms include allophanated multimers, isocyanurates, biuret-modified products, polymeric MDI, and the like. Of these, allophanated multimers, isocyanurates, and polymeric MDI are preferred, and polymeric MDI is more preferred. Polymeric MDI is also preferably used as a polymeric MDI mixture containing monomeric MDI.
- the blending ratio of the saturated aliphatic polyisocyanate multimer (B1), saturated alicyclic polyisocyanate multimer (B2), and aromatic polyisocyanate multimer (B3) in the polyisocyanate compound (B) is
- the molar ratio of isocyanato groups of the multimer is preferably 3 to 20: 1 to 6: 1, more preferably 5 to 20: 1.5 to 6: 1, and still more preferably 8 to 12: 2 to 4 : 1.
- the isocyanate group of the polyisocyanate compound (B) has a molar ratio (hereinafter referred to as “NCO / COOH ratio”) of 0.3 to 30 with respect to 1 mol of the carboxyl group of the polyolefin resin (A). More preferably, it is 5 to 25, and more preferably 10 to 20. If the NCO / COOH ratio is 0.3 or more, the adhesiveness of the adhesive layer formed by the adhesive, particularly the adhesiveness to the resin film, is good, and if it is 10 or more, the adhesive layer The heat resistance is also improved. Further, it is preferable that the NCO / COOH ratio is 30 or less because the adhesiveness of the adhesive layer formed by the adhesive is hardly lowered even when it is in contact with the electrolytic solution.
- the number of moles of the carboxyl group of the polyolefin resin (A) can be determined from the acid value described above, and the number of moles of the isocyanate group of the polyisocyanate compound (B) is a method based on JIS K 6806: 2003. Can be obtained.
- the NCO / COOH ratio is calculated from the constituent monomer of the polyolefin resin (A)
- the polyolefin resin (A) has a carboxy group derived from a carboxylic acid anhydride
- 1 mol of the carboxylic acid anhydride Is considered to correspond to 2 mol of carboxyl groups.
- the adhesive of the present invention may contain a metal carboxylate (C) in addition to the polyolefin resin (A) and the polyisocyanate compound (B).
- the metal carboxylate (C) has an effect of promoting the reaction between the polyolefin resin (A) and the polyisocyanate compound (B), and exhibits adhesiveness of the adhesive layer formed by the adhesive. From the viewpoint of promotion, it is more preferable to blend in the adhesive.
- metal carboxylate (C) examples include metal octanoate such as metal acetate, metal hexanoate, metal 2-ethylhexanoate, metal neodecanoate, metal laurate, metal stearate, Metal carboxylates such as metal oleates; metal acetylacetonates and the like.
- the metal of the metal carboxylate (C) is preferably at least one metal selected from Group 7, Group 12, and Group 14 of the periodic table. These may be used alone or in combination of two or more.
- any one of the carboxylate salts of tin, zinc, and manganese and acetylacetonate are more preferable.
- dibutyltin dilaurate and dioctyltin dilaurate are more preferable from the viewpoint of the balance of adhesiveness, electrolytic solution resistance and heat resistance of the adhesive layer formed by the adhesive.
- the compounding amount of the metal carboxylate (C) in the adhesive is not particularly limited, but is 0.0001 to 5 parts by mass in terms of metal component with respect to 100 parts by mass of the polyolefin resin (A). It is preferably 0.0005 to 3 parts by mass, more preferably 0.001 to 1 part by mass. If it is 0.0001 mass part or more, even when the adhesive bond layer formed with this adhesive contact
- the metal carboxylate (C) may be added to the polyolefin resin (A) at the time of production, or may be added at the time of preparing the adhesive.
- the adhesive of the present invention may contain a solvent (D) as necessary from the viewpoints of viscosity adjustment, handleability, and the like.
- the solvent (D) is not particularly limited as long as it can dissolve or disperse the polyolefin resin (A), the polyisocyanate compound (B), and the metal carboxylate (C).
- aromatic organic solvents such as toluene and xylene
- alicyclic organic solvents such as cyclohexane, methylcyclohexane and ethylcyclohexane
- aliphatic organic solvents such as n-hexane and n-heptane
- ethyl acetate, propyl acetate examples thereof include ester organic solvents such as butyl acetate; ketone organic solvents such as acetone, methyl ethyl ketone, and methyl butyl ketone; and other mineral spirits.
- ester organic solvents such as butyl acetate
- ketone organic solvents such as acetone, methyl ethyl ketone, and methyl butyl ketone
- other mineral spirits such as mineral spirits.
- toluene, ethyl acetate, propyl acetate, butyl acetate, methylcyclohexane and methyl ethyl ketone are preferable, and toluene, ethyl acetate and butyl acetate are more preferable.
- mineral spirit may be contained in the commercial item of metal carboxylate (C).
- the content of the solvent (D) in the adhesive is 30 to 95% by mass in a total of 100% by mass of the polyolefin resin (A), polyisocyanate compound (B), metal carboxylate (C) and solvent (D). It is preferably 40 to 90% by mass, more preferably 50 to 90% by mass. If content is 30 mass% or more, the applicability
- the adhesive of the present invention is within a range that does not impair the effects of the present invention, if necessary.
- Any additive may be included. Examples of the additive include a reaction accelerator, a tackifier, and a plasticizer. Among these, it may be used alone or in combination of two or more.
- the total content of the polyolefin resin (A), the polyisocyanate compound (B), the metal carboxylate (C) and the solvent (D) is determined by the (A) to ( From the viewpoint of sufficiently exerting the function of each component of D), it is preferably 80% by mass or more, more preferably 90% by mass or more, further preferably 95% by mass or more, and still more preferably 98%. It is at least mass%.
- reaction accelerator examples include compounds having the same function as the metal carboxylate (C), such as 2,4,6-tris (dimethylaminomethyl) phenol, N, N-dimethylaniline, N, N-dimethyl. And tertiary amines such as -p-toluidine and p-tolyldiethanolamine. These may be used alone or in combination of two or more.
- This reaction accelerator may be used in place of the metal carboxylate (C), or may be used in combination with the metal carboxylate (C).
- the tackifier is not particularly limited.
- natural products such as polyterpene resins and rosin resins; aliphatic (C5) resins, aromatic (C9) resins, and C5 and C9, which are by-products of thermal decomposition of naphtha
- natural products such as polyterpene resins and rosin resins; aliphatic (C5) resins, aromatic (C9) resins, and C5 and C9, which are by-products of thermal decomposition of naphtha
- petroleum resins such as polymerization resins and alicyclic resins.
- hydrogenated resin which hydrogenated the double bond part of these resin is also mentioned. These may be used alone or in combination of two or more.
- the plasticizer is also not particularly limited, and one of them may be used alone or two or more of them may be used in combination.
- liquid rubbers such as polyisoprene and polybutene; process oils, polyolefin resins other than the polyolefin resin (A), other thermoplastic resins, thermoplastic elastomers, and the like.
- thermoplastic resin and thermoplastic elastomer examples include ethylene-vinyl acetate copolymer resin, ethylene-ethyl acrylate copolymer resin, styrene-ethylene-butylene-styrene (SEBS) copolymer resin, styrene-ethylene-propylene-styrene ( SEPS) copolymer resin and the like.
- SEBS styrene-ethylene-butylene-styrene
- SEPS styrene-ethylene-propylene-styrene
- the laminate of the present invention is obtained by laminating a metal foil and a resin film using the adhesive. That is, the metal foil and the resin film are bonded with the adhesive, and the adhesive layer formed of the adhesive is in contact with both the metal foil and the resin film.
- other adhesives other than the adhesive may be used for adhesion other than between metal foil and resin film. Also in adhesion
- a known method such as a heat lamination method or a dry lamination method can be used.
- the heat lamination method is a method in which an adhesive containing no solvent (D) is heated and melted on the bonding surface of the adherend or heated and extruded together with the adherend. An adhesive layer is formed by interposing them.
- the dry lamination method is a method in which an adhesive containing a solvent (D) is applied to an adhesive surface of an adherend, dried, and then overlapped with the adhesive surface of the other adherend and pressure bonded.
- an adhesive layer is formed by interposing between the metal foil and the resin film.
- an aluminum foil such as an O material (soft material) of pure aluminum or aluminum-iron alloy is used as the metal foil, and such aluminum foil is preferably used.
- the thickness of the metal foil is preferably 10 to 100 ⁇ m, more preferably 30 to 50 ⁇ m, still more preferably 35 to 50 ⁇ m, from the viewpoint of processability and barrier properties for preventing permeation of oxygen and moisture in the laminate. More preferably, it is 40 to 50 ⁇ m. If thickness is 10 micrometers or more, it can fully suppress that oxygen and a water
- the metal foil is preferably subjected to a chemical conversion treatment such as an undercoat treatment such as a silane coupling agent or a titanium coupling agent; a chromate treatment or the like in order to improve the adhesion to the resin film or the corrosion resistance.
- a chemical conversion treatment such as an undercoat treatment such as a silane coupling agent or a titanium coupling agent; a chromate treatment or the like in order to improve the adhesion to the resin film or the corrosion resistance.
- the resin film has a heat sealing property, and from the viewpoint of obtaining excellent electrolytic solution resistance, the material is preferably a heat-fusible resin, for example, polypropylene, polyethylene, maleic acid-modified polypropylene, ethylene -Acrylate copolymer, ionomer resin and the like.
- the resin film may be a single layer or may be composed of a plurality of layers by coextrusion or the like. In the case of a plurality of layers, the material of each layer may be the same or different for each layer.
- the thickness of the resin film is preferably 9 to 100 ⁇ m, more preferably 20 to 90 ⁇ m, still more preferably 40 to 80 ⁇ m.
- thickness is 9 micrometers or more, sufficient adhesiveness with metal foil will be acquired by lamination, the intensity
- the use of the laminate is not particularly limited, but can be suitably used as a packaging material, for example.
- the package include liquids containing acid, alkali, organic solvent, and the like.
- putty such as thickening putty, thinning putty; paint such as oil-based paint; lacquer such as clear lacquer; solvent-based automotive compound; electrolyte solution of secondary battery such as lithium ion battery, etc. .
- the said laminated body can be used suitably for a battery exterior material.
- a battery exterior material is a suitable application of the laminate material.
- the battery exterior material is preferably a laminate having a configuration in which a resin film is provided on the outer surface of the metal foil.
- the battery exterior material has a structure having an intermediate resin layer, an outer layer, a coat layer, etc. in addition to the layer structure of the laminate from the viewpoint of further improving the mechanical strength, the electrolytic solution resistance, and the like as necessary. May be.
- the layer configurations as shown in the following (1) to (4) are mentioned.
- the adhesive layer refers to a layer formed by the adhesive of the present invention.
- Outer layer / metal foil / adhesive layer / resin film (2) Outer layer / intermediate resin layer / metal foil / adhesive layer / resin film (3) Coat layer / outer layer / metal foil / adhesive layer / resin film ( 4) Coat layer / outer layer / intermediate resin layer / metal foil / adhesive layer / resin film
- the outer layer is usually formed of a resin film, and a stretched film such as a polyamide (nylon) resin or a polyester resin is preferably used from the viewpoints of heat resistance, moldability, insulation, and the like.
- the thickness of the outer layer is preferably 9 to 50 ⁇ m, more preferably 10 to 40 ⁇ m, and still more preferably 20 to 30 ⁇ m. If thickness is 9 micrometers or more, the elongation of the resin film at the time of shaping
- the tensile strength in any of the three directions of 0 °, 45 °, and 90 ° with respect to the stretching direction Is preferably 150 N / mm 2 or more, more preferably 200 N / mm 2 or more, and even more preferably 250 N / mm 2 or more.
- the elongation until breakage is preferably 80% or more, more preferably 100% or more, and further preferably 120% or more.
- tensile strength and “elongation to break” are obtained by cutting a sample film having a length of 150 mm ⁇ width of 15 mm ⁇ thickness of 9 to 50 ⁇ m with the three stretching directions as the length direction. Then, a tensile test is performed at a tensile speed of 100 mm / min, and values of strength and elongation are obtained when the sample film is broken.
- Examples of the material of the intermediate resin layer in the above layer structures (2) and (4) include polyamide resin, polyester resin, polyethylene resin and the like from the viewpoint of improving the mechanical strength of the battery exterior material.
- the intermediate resin layer may be a single-layer resin film, or may be a multilayer co-extruded resin film or the like.
- the thickness of the intermediate resin layer is not particularly limited, but is usually about 0.1 to 30 ⁇ m.
- the coating layers in the above layer configurations (3) and (4) are usually provided from the viewpoint of imparting gas barrier properties against water vapor and other gases, and can be formed of a known material.
- it can be formed by applying a polymer having a gas barrier property, or depositing or applying a metal such as aluminum or an inorganic oxide such as silicon oxide or aluminum oxide.
- the battery exterior material is excellent in electrolytic solution resistance, heat resistance, gas barrier properties, and the like, it can be suitably used as a battery case for a secondary battery, particularly a lithium ion battery. Moreover, since the said battery exterior material is excellent in a moldability, a battery case can be simply manufactured by shaping
- Polyolefin resins (A1) to (A8) shown in Table 1 below were produced by the following synthesis examples 1 to 8, respectively.
- (Synthesis Example 1) Propylene-ethylene random copolymer (propylene-ethylene molar ratio 97: 3, MFR 10 g / 10 min) produced by using a metallocene catalyst as a polymerization catalyst 100 parts by mass, maleic anhydride 0.5 parts by mass, lauryl methacrylate 1 part by mass And 1.5 parts by mass of di-t-butyl peroxide were kneaded and reacted using a twin screw extruder in which the maximum temperature of the cylinder part was set to 170 ° C. Thereafter, the inside of the extruder was degassed under reduced pressure to remove unreacted residues to obtain a polyolefin resin (A1) having a carboxyl group.
- Synthesis Examples 2 to 5 Polyolefin resins (A2) to (A5) were obtained in the same manner as in Synthesis Example 1 except that propylene-ethylene random copolymers having different MFR values as shown in Table 1 below were used in Synthesis Example 1.
- C3 Bis (2-ethylhexanoic acid) zinc “Hexoate zinc 15%”, manufactured by Toei Chemical Co., Ltd .; mineral spirit solution (concentration) 65% by mass); metal (zinc content 15% by mass)
- Zinc (II) acetylacetonate Reagent, manufactured by Tokyo Chemical Industry Co., Ltd.
- Example 1 15.00 g of polyolefin resin (A1) was dissolved in 85.0 g of solvent (D). Next, 2.96 g of (B1), 2.29 g of (B2), and 0.21 g of (B3) are added and mixed as the polyisocyanate compound (B), and an adhesive for laminating the metal foil and the resin film is added. Prepared.
- Example 2 In Example 1, each adhesive was prepared in the same manner as in Example 1 except that (A2) to (A8) were used instead of the polyolefin resin (A1).
- Example 6 In Example 6, 0.02 parts by mass of each of metal carboxylates (C1) to (C5) were further added as raw materials, and each adhesive was prepared in the same manner as in Example 6 except that.
- Example 6 Comparative Examples 1 to 6
- the composition of the polyisocyanate compound (B) was changed as shown in Table 3 below, and the other adhesives were prepared in the same manner as in Example 6 except that.
- NCO / COOH ratio was calculated
- the blending composition of the polyolefin resin (A) and the polyisocyanate compound (B) was adjusted so that the NCO / COOH ratio was 14.0.
- the amount of NCO in the polyisocyanate compound (B) was determined by a method based on JIS K 6806: 2003, and the number of moles of isocyanato groups was calculated. Further, the number of moles of carboxyl groups in the polyolefin resin (A) was calculated from the acid value of the polyolefin resin (A) determined above.
- the NCO / COOH ratio was determined by dividing the number of moles of isocyanato groups by the number of moles of carboxyl groups.
- a battery exterior material having a layer configuration of outer layer / intermediate resin layer / aluminum foil / adhesive layer / resin film was produced by a dry lamination method.
- the curing and drying conditions after lamination were set to a temperature of 40 ° C., a humidity of 5% RH, and 5 days.
- the material of each layer of the battery exterior material is as follows.
- Electrolytic solution resistance The measurement sample was immersed in an electrolytic solution solvent (propylene carbonate / diethyl carbonate mixed solution; mixing mass ratio 50:50), left in an atmosphere at 85 ° C. for 1 day, then taken out, 1) Evaluation was made by the T-peel strength after immersion of the aluminum foil and the resin film, which was measured in the same manner.
- Heat resistance Aluminum foil and resin film measured in the same manner as in (1) above after leaving the measurement sample in an 85 ° C. atmosphere for 3 minutes and confirming that the measurement sample surface was 85 ° C. And high temperature (85 ° C.) T-type peel strength.
- the adhesives (Comparative Examples 1 to 6) in which only one or two of the above three types are used as the polyisocyanate compound (B), the normal T-shaped peel strength, the T after immersion in the electrolyte solvent, Either shape peel strength and high temperature (85 ° C.) T-shape peel strength, or none of them are sufficient, and excellent in all of the above-mentioned effects of adhesiveness, electrolytic solution resistance and heat resistance There was no one.
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Abstract
Description
リチウムイオン電池は、電解液の漏れや電池内部への水分の侵入を防止するため、その電池ケースには、電池材料の電解質やセパレータ等に対して密封性が高い外装材が用いられている。
また、本発明は、耐電解液性及び耐熱性に優れた積層体、電池外装材、並びに電池ケース及びその製造方法を提供することも目的とする。
[1]金属箔と樹脂フィルムとのラミネート用接着剤であって、カルボキシル基を有するポリオレフィン樹脂(A)、及びポリイソシアネート化合物(B)を含み、前記ポリイソシアネート化合物(B)が、飽和脂肪族ポリイソシアネートの多量体(B1)、飽和脂環式ポリイソシアネートの多量体(B2)、及び芳香族ポリイソシアネートの多量体(B3)を含む、接着剤。
[2]前記飽和脂肪族ポリイソシアネートの多量体(B1)が、飽和脂肪族ポリイソシアネートのアロファネート化多量体、及び飽和脂肪族ポリイソシアネートのイソシアヌレート体のうちから選ばれる1種以上を含む、上記[1]に記載の接着剤。
[3]前記飽和脂環式ポリイソシアネートの多量体(B2)が、飽和脂環式ポリイソシアネートのアロファネート化多量体、及び飽和脂環式ポリイソシアネートのイソシアヌレート体のうちから選ばれる1種以上を含む、上記[1]又は[2]に記載の接着剤。
[4]前記芳香族ポリイソシアネートの多量体(B3)が、芳香族ポリイソシアネートのアロファネート化多量体、芳香族ポリイソシアネートのイソシアヌレート体、及びポリメチレンポリフェニルポリイソシアネートのうちから選ばれる1種以上を含む、上記[1]~[3]のいずれか1項に記載の接着剤。
[5]前記飽和脂肪族ポリイソシアネートの多量体(B1)、前記飽和脂環式ポリイソシアネートの多量体(B2)、及び前記芳香族ポリイソシアネートの多量体(B3)の各イソシアナト基のモル比が、3~20:1~6:1である、上記[1]~[4]のいずれか1項に記載の接着剤。
[6]前記ポリオレフィン樹脂(A)が、プロピレン、エチレン及びブテンのうちから選ばれる1種以上の単量体単位を含む、上記[1]~[5]のいずれか1項に記載の接着剤。
[7]前記ポリオレフィン樹脂(A)が、エチレン性不飽和カルボン酸又はその酸無水物のうちから選ばれる1種以上で変性されたポリオレフィン樹脂を含む、上記[1]~[6]のいずれか1項に記載の接着剤。
[8]前記ポリオレフィン樹脂(A)は、JIS K 7210-1:2014に準拠し、温度130℃、荷重2.16kgで測定したメルトマスフローレイトが2~50g/10分である、上記[1]~[7]のいずれか1項に記載の接着剤。
[9]前記ポリオレフィン樹脂(A)のカルボキシル基1モルに対する前記ポリイソシアネート化合物(B)のイソシアナト基のモル比率が、0.3~30である、上記[1]~[8]のいずれか1項に記載の接着剤。
[10]金属カルボン酸塩(C)をさらに含む、上記[1]~[9]のいずれか1項に記載の接着剤。
[12]前記金属箔がアルミニウム箔であり、前記樹脂フィルムが熱融着性樹脂フィルムである、上記[11]に記載の積層体。
[13]前記金属箔の厚さが10~100μmであり、前記樹脂フィルムの厚さが9~100μmである、上記[11]又は[12]に記載の積層体。
[15]上記[14]に記載の電池外装材が用いられている、電池ケース。
[16]上記[14]に記載の電池外装材を深絞り加工又は張り出し加工により成形する工程を有する、電池ケースの製造方法。
したがって、このような電池外装材を用いた電池ケースは、寿命の長い安全な二次電池の製造にも寄与し得るものである。
なお、本明細書中の「x~y」との数値範囲の表記は、「x以上y以下」であることを意味する。また、「(メタ)アクリレート」とは、アクリレート及びメタクリレートのうちのいずれか1種以上を指す。また、「単量体単位」とは、重合により樹脂を得る際の原料単量体を指す。
本発明の接着剤は、金属箔と樹脂フィルムとのラミネート用接着剤である。そして、カルボキシル基を有するポリオレフィン樹脂(A)、及びポリイソシアネート化合物(B)を含み、ポリイソシアネート化合物(B)が、飽和脂肪族ポリイソシアネートの多量体(B1)、飽和脂環式ポリイソシアネートの多量体(B2)、及び芳香族ポリイソシアネートの多量体(B3)を含むことを特徴としている。
接着剤の主剤であるカルボキシル基を有するポリオレフィン樹脂に対して、硬化剤であるポリイソシアネート化合物として、上記のような所定の複数種類のものを併用することにより、金属箔と樹脂フィルムとのラミネートにおいて、接着性を向上させることができ、耐電解液性及び耐熱性に優れた積層体を得ることができる。
本発明の接着剤の構成成分であるポリオレフィン樹脂(A)は、カルボキシル基を有するポリオレフィン樹脂であれば、特に限定されるものではない。
カルボキシル基を有するポリオレフィン樹脂(A)としては、変性されたポリオレフィン樹脂が挙げられる。このような変性ポリオレフィン樹脂としては、例えば、カルボキシル基を有する単量体をポリオレフィンにグラフト重合させたグラフト重合体、カルボキシル基を有する単量体とオレフィンとの共重合体、また、前記グラフト重合体の部位と前記共重合体の部位とを有するもの等が挙げられる。
MFRが2g/10分以上であれば、該接着剤により形成される接着剤層の接着性が、電解液に接した場合であっても低下し難いため好ましい。また、MFRが50g/10分以下であれば、該接着剤の塗工性が良好である。
酸価が3mgKOH/g以上であれば、該接着剤により形成される接着剤層の接着性が、電解液に接した場合であっても低下し難いため好ましい。また、60mgKOH/g以下であれば、該接着剤の塗工性が良好である。
なお、本明細書中における「酸価」とは、JIS K 0070:1992に準拠して測定した値を指す。
本発明の接着剤の構成成分であるポリイソシアネート化合物(B)は、ポリオレフィン樹脂(A)に対する硬化剤として作用するものであり、飽和脂肪族ポリイソシアネートの多量体(B1)、飽和脂環式ポリイソシアネートの多量体(B2)、及び芳香族ポリイソシアネートの多量体(B3)の3種類を含むものである。
ポリイソシアネート化合物として、このような3種類の多量体を用いることにより、金属箔と樹脂フィルムとのラミネートの際、耐電解液性及び耐熱性に優れた積層体を得ることができる。
多量体の形態としては、例えば、アロファネート化多量体、イソシアヌレート体、ビウレット変性物等が挙げられる。これらのうち、アロファネート化多量体及びイソシアヌレート体が好ましく、より好ましくはイソシアヌレート体が用いられる。
多量体の形態としては、例えば、アロファネート化多量体、イソシアヌレート体、ビウレット変性物等が挙げられる。これらのうち、アロファネート化多量体及びイソシアヌレート体が好ましく、より好ましくはイソシアヌレート体が用いられる。
多量体の形態としては、例えば、アロファネート化多量体、イソシアヌレート体、ビウレット変性物、ポリメリックMDI等が挙げられる。これらのうち、アロファネート化多量体、イソシアヌレート体及びポリメリックMDIが好ましく、より好ましくはポリメリックMDIである。なお、ポリメリックMDIは、モノメリックMDIを含むポリメリックMDI混合物としても好適に用いられる。
(B1)~(B3)の各多量体をこのような配合比とすることにより、該接着剤により形成される接着剤層において、飽和脂肪族ポリイソシアネートの多量体(B1)による優れた接着性を保持しつつ、飽和脂環式ポリイソシアネートの多量体(B2)及び芳香族ポリイソシアネートの多量体(B3)によって、耐電解液性及び耐熱性をバランスよく向上させることができる。
NCO/COOH比が0.3以上であれば、該接着剤により形成される接着剤層の接着性、特に樹脂フィルムに対する接着性が良好となり、さらに、10以上であれば、前記接着剤層の耐熱性もより優れたものとなる。また、NCO/COOH比が30以下であれば、該接着剤により形成される接着剤層の接着性が、電解液に接した場合であっても低下し難いため好ましい。
また、ポリオレフィン樹脂(A)の構成単量体からNCO/COOH比を算出する場合においては、ポリオレフィン樹脂(A)がカルボン酸無水物由来のカルボキシ基を有するときは、該カルボン酸無水物1モルがカルボキシル基2モルに相当するものとみなして計算する。
本発明の接着剤は、ポリオレフィン樹脂(A)及びポリイソシアネート化合物(B)以外に、金属カルボン酸塩(C)を含んでいてもよい。
金属カルボン酸塩(C)は、ポリオレフィン樹脂(A)とポリイソシアネート化合物(B)との反応を促進する作用を奏するものであり、該接着剤により形成される接着剤層の接着性の発現の促進の観点から、接着剤中に配合することがより好ましい。
具体的には、ネオデカン酸亜鉛、ジラウリン酸ジブチルスズ、ジラウリン酸ジオクチルスズ、二酢酸ジオクチルスズ、ビス(ネオデカン酸)亜鉛、ビス(2-エチルヘキサン酸)亜鉛、ジステアリン酸亜鉛、亜鉛(II)アセチルアセトナート、ビス(2-エチルヘキサン酸)マンガン等が挙げられる。これらのうち、該接着剤により形成される接着剤層の接着性、耐電解液性及び耐熱性のバランスの観点から、ジラウリン酸ジブチルスズ、ジラウリン酸ジオクチルスズがより好ましい。
0.0001質量部以上であれば、該接着剤により形成される接着剤層が電解液に接した場合においても、より優れた接着性を得られる。また、5質量部以下であれば、該接着剤により形成される接着剤層の常態で優れた接着性が得られる。
なお、金属カルボン酸塩(C)は、ポリオレフィン樹脂(A)に、その製造時に添加してもよく、あるいはまた、接着剤の調製時に添加してもよい。
本発明の接着剤は、粘性の調整や取り扱い性等の観点から、必要に応じて、溶剤(D)を含んでいてもよい。溶剤(D)は、ポリオレフィン樹脂(A)、ポリイソシアネート化合物(B)及び金属カルボン酸塩(C)を溶解又は分散可能なものであれば、特に限定されるものではない。例えば、トルエン、キシレン等の芳香族系有機溶剤;シクロヘキサン、メチルシクロヘキサン、エチルシクロヘキサン等の脂環式系有機溶剤;n-ヘキサン、n-ヘプタン等の脂肪族系有機溶剤;酢酸エチル、酢酸プロピル、酢酸ブチル等のエステル系有機溶剤;アセトン、メチルエチルケトン、メチルブチルケトン等のケトン系有機溶剤、その他ミネラルスピリット等が挙げられる。これらは1種単独で用いても、2種以上を併用してもよい。これらのうち、ポリオレフィン樹脂(A)の溶解性の観点から、トルエン、酢酸エチル、酢酸プロピル、酢酸ブチル、メチルシクロヘキサン及びメチルエチルケトンが好ましく、トルエン、酢酸エチル及び酢酸ブチルがより好ましい。なお、ミネラルスピリットは、金属カルボン酸塩(C)の市販品に含まれていることがある。
含有量が30質量%以上であれば、該接着剤の塗工性が良好となる。また、95質量%以下であれば、該接着剤を用いてラミネートされた積層体の厚さ制御性が良好である。
本発明の接着剤は、ポリオレフィン樹脂(A)、ポリイソシアネート化合物(B)、金属カルボン酸塩(C)及び溶剤(D)以外に、必要に応じて、本発明の効果を損なわない範囲内で、任意の添加剤を含んでいてもよい。添加剤としては、例えば、反応促進剤、粘着付与剤、可塑剤等が挙げられる。これらのうち、1種単独で用いても、2種以上を併用してもよい。
接着剤が添加剤を含む場合、ポリオレフィン樹脂(A)、ポリイソシアネート化合物(B)、金属カルボン酸塩(C)及び溶剤(D)の合計含有量は、接着剤におけるこれらの(A)~(D)の各成分の働きが十分に発揮されるようにする観点から、80質量%以上であることが好ましく、より好ましくは90質量%以上、さらに好ましくは95質量%以上、よりさらに好ましくは98質量%以上である。
本発明の積層体は、金属箔と樹脂フィルムとが前記接着剤を用いてラミネートされたものである。すなわち、金属箔と樹脂フィルムとが前記接着剤で接着され、前記金属箔及び前記樹脂フィルムの両方の接着面には、前記接着剤により形成された接着剤層が接している。
なお、金属箔同士や樹脂フィルム同士等の接着、すなわち、金属箔と樹脂フィルムとの間以外の接着には、前記接着剤以外の他の接着剤を用いてもよいが、前記接着剤は、これらの間の接着においても、良好な接着性を発現することができる。
ヒートラミネーション方式とは、溶剤(D)を含まない接着剤を、被接着物の接着面にて加熱溶融、又は被接着物とともに加熱押し出しする方式であり、これにより、金属箔と樹脂フィルムとの間に介在させて接着剤層を形成するものである。
一方、ドライラミネーション方式とは、溶剤(D)を含む接着剤を、被接着物の接着面に塗布し、乾燥させた後、他方の被接着物の接着面と重ね合せて圧着する方式であり、これにより、金属箔と樹脂フィルムとの間に介在させて接着剤層を形成するものである。
金属箔の厚さは、加工性及び積層体における酸素や水分の透過を防止するバリア性の観点から、10~100μmであることが好ましく、より好ましくは30~50μm、さらに好ましくは35~50μm、よりさらに好ましくは40~50μmである。
厚さが10μm以上であれば、成形時における金属箔の破断や、ピンホールの発生により該積層体を酸素や水分が透過することを十分に抑制することができる。また、100μm以下であれば、積層体の総厚さや質量等の適度な調整を行いやすい。
なお、金属箔には、樹脂フィルムとの接着性向上や耐食性向上等のため、シランカップリング剤やチタンカップリング剤等のアンダーコート処理;クロメート処理等の化成処理を施しておくことが好ましい。
樹脂フィルムの厚さは、9~100μmであることが好ましく、より好ましくは20~90μm、さらに好ましくは40~80μmである。
厚さが9μm以上であれば、ラミネートにより金属箔との十分な接着性が得られ、フィルム自体の強度も十分であり、優れた耐電解液性が得られる。また、100μm以下であれば、良好な成形性が得られる。
前記積層体は、電池外装材に好適に用いることができる。上述したように、前記積層体は、リチウムイオン電池等の二次電池の電解液に対する耐電解液性に優れていることから、電池外装材は、前記積層材の好適な用途である。
電池外装材は、金属箔の外側面に樹脂フィルムが設けられた構成を有する積層体であることが好ましい。電池外装材は、必要に応じて、機械的強度や耐電解液性等をより向上させる観点から、前記積層体の層構成以外に、中間樹脂層や外層、さらにコート層等を有する構成であってもよい。例えば、下記(1)~(4)に示すような層構成が挙げられる。なお、下記例示において、接着剤層とは、本発明の接着剤により形成された層を指す。
(1)外層/金属箔/接着剤層/樹脂フィルム
(2)外層/中間樹脂層/金属箔/接着剤層/樹脂フィルム
(3)コート層/外層/金属箔/接着剤層/樹脂フィルム
(4)コート層/外層/中間樹脂層/金属箔/接着剤層/樹脂フィルム
外層の厚さは、9~50μmであることが好ましく、より好ましくは10~40μm、さらに好ましくは20~30μmである。
厚さが9μm以上であれば、電池外装材の成形時の樹脂フィルムの伸びを十分に確保され、金属箔のネッキングが抑制され、成形性が良好である。また、コストを考慮すれば、50μm以下の厚さで十分な耐熱性及び絶縁性が得られる。
なお、本明細書で言う「引張強さ」及び「破断までの伸び」は、前記3方向の延伸方向を長さ方向として、長さ150mm×幅15mm×厚さ9~50μmの試料フィルムを切り出し、引張速度100mm/分で引張試験を行い、試料フィルムが破断した時の強度及び伸びの値とする。
前記電池外装材は、耐電解液性や耐熱性、ガスバリア性等に優れていることから、二次電池、特にリチウムイオン電池の電池ケースとして好適に用いることができる。
また、前記電池外装材は成形性に優れているため、公知の方法での成形により、電池ケースを簡便に製造することができる。成形方法は、特に限定されるものではないが、複雑な形状や高い寸法精度に対応する観点からは、深絞り加工又は張り出し加工により成形することが好ましい。
下記表1に示すポリオレフィン樹脂(A1)~(A8)を、それぞれ、以下の合成例1~8により製造した。
(合成例1)
メタロセン触媒を重合触媒として用いて製造した、プロピレン-エチレンランダム共重合体(プロピレン-エチレンモル比97:3、MFR10g/10分)100質量部、無水マレイン酸0.5質量部、メタクリル酸ラウリル1質量部、及びジ-t-ブチルパーオキサイド1.5質量部を、シリンダー部の最高温度を170℃に設定した二軸押出機を用いて混練して反応させた。その後、押出機内を減圧脱気し、未反応残留物を除去して、カルボキシル基を有するポリオレフィン樹脂(A1)を得た。
合成例1において、下記表1に示すようなMFR値が異なるプロピレン-エチレンランダム共重合体を用い、それ以外は合成例1と同様にして、ポリオレフィン樹脂(A2)~(A5)を得た。
合成例1において、プロピレン-エチレンランダム共重合体に代えて、下記表1に示すようなプロピレン-ブテンランダム共重合体(A6)、プロピレン重合体(A7)、又はプロピレン-エチレン-ブテンランダム共重合体(A8)を用い、それ以外は合成例1と同様にして、ポリオレフィン樹脂(A6)~(A8)を得た。
<酸価>
JIS K 0070:1992に準拠して、水酸化カリウムエタノール溶液で中和滴定して酸価を求めた。
<MFR測定>
JIS K 7210-1:2014に準拠して、温度130℃、荷重2.16kgの条件で測定した。
金属箔と樹脂フィルムとのラミネート用接着剤を、以下のようにして調製した。各接着剤に配合した化合物を以下に示す。
<ポリオレフィン樹脂(A)>
上記合成例1~8で製造したポリオレフィン樹脂(A1)~(A8)
<ポリイソシアネート化合物(B)>
(B1)ヘキサメチレンジイソシアネートのイソシアヌレート体:「デュラネート(登録商標)TKA-100」、旭化成株式会社製;イソシアナト基含有量21.7質量%
(B2)イソホロンジイソシアネートのイソシアヌレート体:「デスモジュール(登録商標)Z 4470 BA」、コベストロ社製;酢酸ブチル溶液(濃度70質量%);イソシアナト基含有量8.3質量%
(B3)ポリメリックMDI:「スミジュール(登録商標)44V40」、コベストロ社製;モノメリックMDIとの混合物(モノメリックMDI含有量32.0質量%);イソシアナト基含有量30.0質量%
(C1)ネオデカン酸亜鉛:「BiCAT(登録商標)Z(M)」、シェファードケミカル社製、金属(亜鉛)含有量19質量%
(C2)ジラウリン酸ジブチルスズ:「KS-1260」、堺化学工業株式会社製
(C3)ビス(2-エチルヘキサン酸)亜鉛:「ヘキソエート亜鉛15%」、東栄化工株式会社製;ミネラルスピリット溶液(濃度65質量%);金属(亜鉛含有量15質量%)
(C4)ジステアリン酸亜鉛:「エフコ・ケム ZNS-P」、株式会社ADEKA製
(C5)亜鉛(II)アセチルアセトナート:試薬、東京化成工業株式会社製
(C6)ビス(2-エチルヘキサン酸)マンガン:「ヘキソエートマンガン6%」、東栄化工株式会社製、ミネラルスピリット溶液(濃度42質量%);金属(マンガン含有量6質量%)
<溶剤(D)>
トルエン-酢酸エチル混合溶媒(混合質量比9:1)
ポリオレフィン樹脂(A1)15.00gを、溶剤(D)85.0g中に溶解した。次いで、ポリイソシアネート化合物(B)として、(B1)2.96g、(B2)2.29g、及び(B3)0.21gを加えて撹拌混合し、金属箔と樹脂フィルムとのラミネート用接着剤を調製した。
実施例1において、ポリオレフィン樹脂(A1)に代えて、それぞれ、(A2)~(A8)を用い、それ以外は実施例1と同様にして、各接着剤を調製した。
実施例6において、原料として、さらに、金属カルボン酸塩(C1)~(C5)をそれぞれ0.02質量部添加し、それ以外は実施例6と同様にして、各接着剤を調製した。
実施例6において、ポリイソシアネート化合物(B)の配合組成を、それぞれ、下記表3に示すように変更し、それ以外は実施例6と同様にして、各接着剤を調製した。
なお、上記実施例及び比較例においては、NCO/COOH比が、いずれも、14.0となるように、ポリオレフィン樹脂(A)及びポリイソシアネート化合物(B)の配合組成を調整した。
<NCO/COOH比>
JIS K 6806:2003に準拠した方法により、ポリイソシアネート化合物(B)中のNCO量を求め、イソシアナト基のモル数を算出した。
また、上記において求めたポリオレフィン樹脂(A)の酸価から、ポリオレフィン樹脂(A)中のカルボキシル基のモル数を算出した。
そして、イソシアナト基のモル数をカルボキシル基のモル数で除して、NCO/COOH比を求めた。
上記実施例及び比較例の接着剤を用いて、ドライラミネーション方式で、外層/中間樹脂層/アルミニウム箔/接着剤層/樹脂フィルムの層構成を有する電池外装材を製造した。なお、ラミネート後の養生及び乾燥条件は、温度40℃、湿度5%RH、5日間とした。
電池外装材の各層の材料は以下のとおりである。
<外層>
ポリエチレンテレフタレート/延伸ポリアミド積層フィルム;厚さ27μm;延伸方向に対して0°、45°、90°の各3方向いずれの方向においても引張強さ270N/mm2、破断までの伸び150%
<中間樹脂層>
ウレタン系ドライラミネート用接着剤:「AD-502/CAT10L」、東洋モートン株式会社製;塗布量3g/m2(塗布時)
<アルミニウム箔>
アルミニウム-鉄系合金のアルミニウム箔:AA規格8079-O材;厚さ40μm
<接着剤層>
上記実施例及び比較例で調製した接着剤;塗布量:乾燥後の厚さ2μm
<樹脂フィルム>
未延伸ポリプロピレンフィルム;厚さ80μm
上記において製造した各電池外装材について、下記に示す条件でのT形剥離強度試験により、接着性、耐電解液性及び耐熱性の評価を行った。これらの評価結果を表2及び3にまとめて示す。
<T形剥離強度試験>
・測定試料:電池外装材から、長さ150mm×幅15mmのサイズに切り出した試験片
・測定装置:精密万能試験機;「オートグラフAG-X」、株式会社島津製作所製
・剥離部位:測定試料のアルミニウム箔と樹脂フィルムとの間
・剥離速度:100mm/分
(1)接着性
温度23℃、湿度50%RH(常態)にて測定した、アルミニウム箔と樹脂フィルムとの常態T形剥離強度により評価した。
(2)耐電解液溶性
電解液溶媒(プロピレンカーボネート/ジエチルカーボネート混合液;混合質量比50:50)に測定試料を浸漬して、85℃雰囲気下に1日間放置した後、取り出して、前記(1)同様にして測定した、アルミニウム箔と樹脂フィルムとの浸漬後T形剥離強度により評価した。
(3)耐熱性
85℃雰囲気下に測定試料を3分間放置して、測定試料表面が85℃になったことを確認した後、前記(1)と同様にして測定した、アルミニウム箔と樹脂フィルムとの高温(85℃)T形剥離強度により評価した。
一方、ポリイソシアネート化合物(B)として前記3種類のうちのいずれか1種又は2種しか用いていない接着剤(比較例1~6)では、常態T形剥離強度、電解液溶媒浸漬後のT形剥離強度、及び高温(85℃)T形剥離強度のうちのいずれか、又はいずれもが十分であるとは言えず、上記の接着性、耐電解液性及び耐熱性のすべての効果において優れているものはなかった。
Claims (16)
- 金属箔と樹脂フィルムとのラミネート用接着剤であって、
カルボキシル基を有するポリオレフィン樹脂(A)、及びポリイソシアネート化合物(B)を含み、
前記ポリイソシアネート化合物(B)が、飽和脂肪族ポリイソシアネートの多量体(B1)、飽和脂環式ポリイソシアネートの多量体(B2)、及び芳香族ポリイソシアネートの多量体(B3)を含む、接着剤。 - 前記飽和脂肪族ポリイソシアネートの多量体(B1)が、飽和脂肪族ポリイソシアネートのアロファネート化多量体、及び飽和脂肪族ポリイソシアネートのイソシアヌレート体のうちから選ばれる1種以上を含む、請求項1に記載の接着剤。
- 前記飽和脂環式ポリイソシアネートの多量体(B2)が、飽和脂環式ポリイソシアネートのアロファネート化多量体、及び飽和脂環式ポリイソシアネートのイソシアヌレート体のうちから選ばれる1種以上を含む、請求項1又は2に記載の接着剤。
- 前記芳香族ポリイソシアネートの多量体(B3)が、芳香族ポリイソシアネートのアロファネート化多量体、芳香族ポリイソシアネートのイソシアヌレート体、及びポリメチレンポリフェニルポリイソシアネートのうちから選ばれる1種以上を含む、請求項1~3のいずれか1項に記載の接着剤。
- 前記飽和脂肪族ポリイソシアネートの多量体(B1)、前記飽和脂環式ポリイソシアネートの多量体(B2)、及び前記芳香族ポリイソシアネートの多量体(B3)の各イソシアナト基のモル比が、3~20:1~6:1である、請求項1~4のいずれか1項に記載の接着剤。
- 前記ポリオレフィン樹脂(A)が、プロピレン、エチレン及びブテンのうちから選ばれる1種以上の単量体単位を含む、請求項1~5のいずれか1項に記載の接着剤。
- 前記ポリオレフィン樹脂(A)が、エチレン性不飽和カルボン酸又はその酸無水物のうちから選ばれる1種以上で変性されたポリオレフィン樹脂を含む、請求項1~6のいずれか1項に記載の接着剤。
- 前記ポリオレフィン樹脂(A)は、JIS K 7210-1:2014に準拠し、温度130℃、荷重2.16kgで測定したメルトマスフローレイトが2~50g/10分である、請求項1~7のいずれか1項に記載の接着剤。
- 前記ポリオレフィン樹脂(A)のカルボキシル基1モルに対する前記ポリイソシアネート化合物(B)のイソシアナト基のモル比率が、0.3~30である、請求項1~8のいずれか1項に記載の接着剤。
- 金属カルボン酸塩(C)をさらに含む、請求項1~9のいずれか1項に記載の接着剤。
- 金属箔と樹脂フィルムとが、請求項1~10のいずれか1項に記載の接着剤を用いてラミネートされた積層体。
- 前記金属箔がアルミニウム箔であり、前記樹脂フィルムが熱融着性樹脂フィルムである、請求項11に記載の積層体。
- 前記金属箔の厚さが10~100μmであり、前記樹脂フィルムの厚さが9~100μmである、請求項11又は12に記載の積層体。
- 請求項11~13のいずれか1項に記載の積層体が用いられている、電池外装材。
- 請求項14に記載の電池外装材が用いられている、電池ケース。
- 請求項14に記載の電池外装材を深絞り加工又は張り出し加工により成形する工程を有する、電池ケースの製造方法。
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CN201780077067.7A CN110072960B (zh) | 2016-12-22 | 2017-09-19 | 粘接剂、使用粘接剂的层叠体、电池外包装材料、以及电池壳体和其制造方法 |
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2020050277A1 (ja) * | 2018-09-04 | 2020-03-12 | 東亞合成株式会社 | 接着剤組成物及びそれを用いた熱融着性部材 |
US20200131413A1 (en) * | 2017-06-26 | 2020-04-30 | Toagosei Co., Ltd. | Adhesive composition and heat-fusible member using same |
WO2021131812A1 (ja) * | 2019-12-23 | 2021-07-01 | 東亞合成株式会社 | 接着剤組成物、熱融着性部材、及び、二次電池包材 |
WO2021229937A1 (ja) * | 2020-05-14 | 2021-11-18 | 昭和電工パッケージング株式会社 | 熱交換器 |
KR20240060613A (ko) | 2021-09-21 | 2024-05-08 | 가부시끼가이샤 레조낙 | 접착제용 조성물 및 적층체 |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP7033414B2 (ja) * | 2017-09-14 | 2022-03-10 | 昭和電工パッケージング株式会社 | 成形用包装材、蓄電デバイス用外装ケース及び蓄電デバイス |
KR102205717B1 (ko) * | 2019-04-05 | 2021-01-22 | 씨제이제일제당 주식회사 | 신규 l-트립토판 배출 단백질 변이체 및 이를 이용한 l-트립토판을 생산하는 방법 |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010092703A (ja) | 2008-10-08 | 2010-04-22 | Showa Denko Packaging Co Ltd | 電池ケース用包材及び電池用ケース |
WO2013114934A1 (ja) | 2012-02-01 | 2013-08-08 | 昭和電工パッケージング株式会社 | 成形用包装材及びその製造方法 |
JP2014120277A (ja) * | 2012-12-14 | 2014-06-30 | Toyo Ink Sc Holdings Co Ltd | 非水電解質二次電池容器用積層体、及びその製造方法、並びに非水電解質二次電池、及び接着剤組成物 |
WO2016021279A1 (ja) * | 2014-08-05 | 2016-02-11 | 昭和電工株式会社 | 金属箔と樹脂フィルムのラミネート用接着剤、該組成物を用いた積層体、電池外装用包装材および電池ケース |
JP2016124876A (ja) * | 2014-12-26 | 2016-07-11 | 大日精化工業株式会社 | 樹脂組成物及びリチウムイオン電池用外装体 |
WO2016199551A1 (ja) * | 2015-06-10 | 2016-12-15 | 昭和電工株式会社 | 金属箔と樹脂フィルムのラミネート用接着剤、積層体、電池外装用包装材並びに電池ケース及びその製造方法 |
WO2017134931A1 (ja) * | 2016-02-03 | 2017-08-10 | 昭和電工株式会社 | 金属箔と樹脂フィルムのラミネート用接着剤、積層体、電池外装用包装材並びに電池ケース及びその製造方法 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2004035595A (ja) * | 2002-06-28 | 2004-02-05 | Toyo Ink Mfg Co Ltd | 無溶剤型接着剤組成物及びその利用 |
TWI545014B (zh) * | 2009-09-17 | 2016-08-11 | 東洋油墨製造股份有限公司 | 太陽電池用背面保護片、其製造方法、及太陽電池模組 |
WO2014123183A1 (ja) * | 2013-02-07 | 2014-08-14 | 三井化学株式会社 | 接着剤、積層体、電池ケース用包材、電池、高アルカリ溶液用包材、アルコール含有溶液用包材および包装体 |
US10818891B2 (en) * | 2013-09-03 | 2020-10-27 | Dai Nippon Printing Co., Ltd. | Resin composition for sealant layer of battery packaging material |
JP5900680B1 (ja) * | 2015-03-25 | 2016-04-06 | 東洋インキScホールディングス株式会社 | 接着剤組成物、積層体、蓄電デバイス用包装材、蓄電デバイス用容器および蓄電デバイス |
JP6596869B2 (ja) | 2015-03-26 | 2019-10-30 | 大日本印刷株式会社 | 金属端子用接着性フィルム |
-
2017
- 2017-09-19 EP EP17882564.2A patent/EP3561016B1/en active Active
- 2017-09-19 WO PCT/JP2017/033756 patent/WO2018116555A1/ja unknown
- 2017-09-19 US US16/470,625 patent/US11804631B2/en active Active
- 2017-09-19 JP JP2018557541A patent/JP6895992B2/ja active Active
- 2017-09-19 CN CN201780077067.7A patent/CN110072960B/zh active Active
- 2017-09-19 KR KR1020197016981A patent/KR102344139B1/ko active IP Right Grant
- 2017-09-19 PL PL17882564T patent/PL3561016T3/pl unknown
- 2017-09-27 TW TW106133096A patent/TWI683873B/zh active
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010092703A (ja) | 2008-10-08 | 2010-04-22 | Showa Denko Packaging Co Ltd | 電池ケース用包材及び電池用ケース |
WO2013114934A1 (ja) | 2012-02-01 | 2013-08-08 | 昭和電工パッケージング株式会社 | 成形用包装材及びその製造方法 |
JP2014120277A (ja) * | 2012-12-14 | 2014-06-30 | Toyo Ink Sc Holdings Co Ltd | 非水電解質二次電池容器用積層体、及びその製造方法、並びに非水電解質二次電池、及び接着剤組成物 |
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TW201823408A (zh) | 2018-07-01 |
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CN110072960B (zh) | 2021-06-25 |
KR20190099205A (ko) | 2019-08-26 |
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US20190326564A1 (en) | 2019-10-24 |
TWI683873B (zh) | 2020-02-01 |
KR102344139B1 (ko) | 2021-12-28 |
JPWO2018116555A1 (ja) | 2019-10-24 |
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